Ethyl N-(2-buten-1-yl)-N-(2,2-dimethoxyethyl)-carbamate → ethyl N-(but-2-enyl)-N-(2-oxoethyl)-carbamate

HRID 36696Notes

Reaction equation

HRID 36696 reaction equation
[CH2:1]([N:5]([CH2:11][CH:12](OC)[O:13]C)[C:6](=[O:10])[O:7][CH2:8][CH3:9])[CH:2]=[CH:3][CH3:4]>C(O)=O>[CH2:1]([N:5]([CH2:11][CH:12]=[O:13])[C:6](=[O:10])[O:7][CH2:8][CH3:9])[CH:2]=[CH:3][CH3:4]

Participants

3

Reactant 1

HCID 54206204Ethyl N-(2-buten-1-yl)-N-(2,2-dimethoxyethyl)-carbamate

Product 1

HCID 53690408ethyl N-(but-2-enyl)-N-(2-oxoethyl)-carbamate

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

90 g (0.39 mol) of ethyl N-(but-2-enyl)-N-(2,2-dimethoxyethyl)-carbamate are heated under reflux with 200 ml of formic acid for one hour. The mixture is poured onto 500 g of ice and extracted with methylene chloride, the organic phases are washed with sodium bicarbonate solution, dried over magnesium sulphate and concentrated and the residue is distilled.

Workup

  1. extractionextracted with methylene chloride
  2. washthe organic phases are washed with sodium bicarbonate solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-d95ded4ad1de4109ac5c21fb4951cc3f
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Reaction notes

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